Phenylseleninyl benzeneseleninate → HCID 18660096, compound

HRID 1955999Notes

Reaction equation

HRID 1955999 reaction equation
[F:1][C:2]([F:37])([F:36])[C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[NH:13][C:14]([C@H:16]1[CH2:21][CH2:20][C@H:19]2[C@H:22]3[C@H:32]([CH2:33][CH2:34][C@:17]12[CH3:18])[C@:30]1([CH3:31])[CH:25]([O:26][C:27](=[O:35])[CH2:28][CH2:29]1)[CH2:24][CH2:23]3)=[O:15].C1([Se](O[Se](C2C=CC=CC=2)=O)=O)C=CC=CC=1>ClC1C=CC=CC=1.C(OCC)(=O)C>[F:37][C:2]([F:1])([F:36])[C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:10])([F:11])[F:12])=[CH:5][C:4]=1[NH:13][C:14]([C@H:16]1[CH2:21][CH2:20][C@H:19]2[C@H:22]3[C@H:32]([CH2:33][CH2:34][C@:17]12[CH3:18])[C@:30]1([CH3:31])[CH:25]([O:26][C:27](=[O:35])[CH:28]=[CH:29]1)[CH2:24][CH2:23]3)=[O:15]

Participants

5

Reactant 2

HCID 87253Phenylseleninyl benzeneseleninateHCID 18660098HCID 18660098, compound

Product 1

HCID 18660096HCID 18660096, compound

Reagents, catalysts & solvents 2

HCID 7964ChlorobenzeneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of N-(2',5'-bistrifluoromethylphenyl)-4-oxa-androstan-3-one-17β-carboxamide. (35 mg, 0.066 mmol, prepared according to the procedures of Example 8) in chlorobenzene (5 mL) was added benzeneseleninic anhydride (30 mg, 0.085 mmol). After stirring the reaction mixture at reflux temperature for overnight, the reaction mixture was diluted with ethyl acetate, washed with brine, dried and concentrated. The residue was purified by prep. tlc (50% EtOAc/hexane). Mass spec. M+ 530(m+1, observed).

Workup

  1. custom(35 mg, 0.066 mmol, prepared
  2. temperatureat reflux temperature for overnight
  3. washwashed with brine
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by prep

Sources & evidence

ORD record
ord-0174707fce3749c79e365fc790fed5af
Source dataset
uspto-grants-1998_07
Patent number
US05777134

Reaction notes

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